WO2005095006A1 - Procede de decoration de carreaux ceramiques, compositions utilisees dans ce procede et carreaux ceramiques ainsi obtenus - Google Patents

Procede de decoration de carreaux ceramiques, compositions utilisees dans ce procede et carreaux ceramiques ainsi obtenus Download PDF

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Publication number
WO2005095006A1
WO2005095006A1 PCT/ES2004/000150 ES2004000150W WO2005095006A1 WO 2005095006 A1 WO2005095006 A1 WO 2005095006A1 ES 2004000150 W ES2004000150 W ES 2004000150W WO 2005095006 A1 WO2005095006 A1 WO 2005095006A1
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WO
WIPO (PCT)
Prior art keywords
composition according
polyester
component
proportion
coating
Prior art date
Application number
PCT/ES2004/000150
Other languages
English (en)
Spanish (es)
Inventor
Vicente Sanz Solana
Ana Gozalbo Nebot
Juan Carlos JARQUE FONFRÍA
Sergio MESTRE BELTRÁN
Original Assignee
Asociación De Investigación De Las Industrias Cerámicas A.I.C.E.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Asociación De Investigación De Las Industrias Cerámicas A.I.C.E. filed Critical Asociación De Investigación De Las Industrias Cerámicas A.I.C.E.
Priority to PCT/ES2004/000150 priority Critical patent/WO2005095006A1/fr
Publication of WO2005095006A1 publication Critical patent/WO2005095006A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M1/00—Inking and printing with a printer's forme
    • B41M1/26—Printing on other surfaces than ordinary paper
    • B41M1/34—Printing on other surfaces than ordinary paper on glass or ceramic surfaces
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • C04B41/48—Macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/80—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only ceramics
    • C04B41/81—Coating or impregnation
    • C04B41/82—Coating or impregnation with organic materials
    • C04B41/83—Macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing

Definitions

  • the present invention falls within the technical field of the manufacture of ceramic tiles. More specifically, the present invention relates to the process and to the compositions employed in the decoration of the tiles after their manufacture. STATE OF THE PRIOR ART OF THE INVENTION
  • the manufacturing process of ceramic tiles can include successive firings at high temperatures that permanently consolidate the inks and coatings applied on their surface, by forming a glass.
  • the application of inks and coatings is done by many different procedures, including screen printing, gravure, flexography, spraying, curtain, brushwork, etc.
  • the composition of the inks and coatings used includes the pigments suitable to achieve the desired chromatic characteristics and the vitrifiable material that allows its consolidation when subjected to cooking.
  • new inks are applied on the tile, annealing again at a slightly lower temperature.
  • This succession of cooking is energetically expensive, both in the cost of operation and in the necessary investment.
  • numerous pigments cannot be used, so the decorative possibilities are limited.
  • radiation curable compositions (ES 2 147 066 Al)
  • the present invention relates to ceramic tiles decorated with radiation-curable inks and coatings, the process of application and consolidation of said materials, and the compositions employed therein.
  • ceramic tiles includes those pieces that, made of ceramics, are used to cover floors and walls, regardless of their shape, size or that are covered with an enamel of an ayoritarian vitreous nature.
  • the decorative process consists of a first stage of application of the ink or coating. The procedure can be any of those existing in the industry (silkscreen, gravure, flexography, curtain, spray, pad printing, manual painting, etc.). The tile must be clean and dry.
  • the decorative process consists of a second stage, whose objective is the consolidation of the ink or coating on the tile, which consists in the application of ultraviolet radiation of the appropriate intensity so that the system completely crosslinks.
  • the two previous steps can be repeated successively, if it is desired to use several inks or coatings, up to a maximum of 10 times.
  • Prior to the previous decoration process it is possible to subject the tile to various processes that maximize adhesion between the substrate and the layers of ink or coating that are deposited on it and, as a consequence, allow to improve the properties of the coatings .
  • a first alternative is to subject the tile to a sandblasting process.
  • said silane is a compound capable of creating Si-O-Si bonds on the surface of the ceramic tile.
  • This third process can be used in isolation or in combination with any of the previous two.
  • the compositions used can employ both a free radical crosslinking system and a cationic system. In turn, they can be loaded with a colorless inorganic material, which improves the mechanical and / or chemical properties of the coating, and / or with a pigment, which gives it its chromatic characteristics.
  • compositions based on a free radical polymerization mechanism comprise the following materials: - Oligomer: 20-90% - Mono: 20-90% - Photoinitiator: 0.5-4% - Adhesion promoter: 0-4% - Additives: 0-3%
  • the oligomer used is one or more organic compounds belonging to any of the following families: epoxy, polyester, polyurethanes, acrylic or that includes the corresponding functional groups in addition to the functional group reactive to radiation, which may be the acrylate, methacrylate or vinyl function.
  • the prepoly ero will be selected from a diacrylate polyester, a triacrylate polyester, a dimethacrylate polyester, a trimethacrylate polyester, a diacrylate polyether, a triacrylate polyether, a dimethacrylate polyether, a polyether trimethacrylate, a polyester polyether, a polyester polyester polyether triacrylate, a polyester polyether dimethacrylate, a polyester polyether trimethacrylate, an aliphatic polyurethane, a polymer liurethane diacrylate, a polyurethane triacrylate, a polyurethane dimethacrylate, a polyurethane trimethacrylate, a polyester polyurethane diacrylate, a polyester polyurethane triacrylate, a polyester polyurethane dimethacrylate acrylate acrylate acrylate , an acrylic triacrylate, an acrylic trimethacrylate.
  • the monomer is one or more organic compounds containing reactive mono- or poly-functional groups of the acrylate or methacrylate type.
  • the photoinitiator will be composed of any substance capable of generating free radicals with adequate energy to initiate the reaction when subjected to ultraviolet radiation.
  • said initiator system is constituted by: (i) a derivative of a thioxanthone substitution, (ii) an amino derivative, (iii) derivative of acetophenone, combined in any proportion and without necessarily all three being present.
  • the photoinitiator mixture to be used will depend fundamentally on whether it is a transparent coating or the type of pigment used.
  • the adhesion promoter is an organic compound, which contains at least one silanol group, capable of forming Si-O-Si bonds with the vitreous surface on which it comes into contact. In the case of multiple applications, this compound is only necessary in the application of ink or lower coating, in contact with the ceramic tile.
  • the additives used are those materials that, used in individual proportions of 0-1% but less than 1%, are not actively involved in the crosslinking process. These additives include stabilizers against aging and against effect of sunlight, rheology and surface tension modifiers, viscosity modifiers, wetting or removal of bubbles, dispersants, wetting agents or deflocculants, etc.
  • compositions based on a cationic cross-linking mechanism comprise the following materials: - Oligomer: 60-90% - Polyol: 0-40% - Photoinitiator: 1-4% - Adhesion promoter: 0-4% - Additives: 0-3%
  • the oligomer is any type of resin, containing reactive epoxy or vinyl groups.
  • epoxy resin usable in these compositions are cycloaliphatic epoxy resins, glycidyl ethers and epoxidized oils.
  • vinyl ethers and urethane-type vinyl ether resins are also usable.
  • the polyol which provides toughness and flexibility to the cured compositions, is one or more polyols selectable between a polyester polyol, a polycaprolactone polyol, a polyether polyol, a polyacrylate polyol, a polyvinyl polyol, a polyol of polycarbonate and the like.
  • the photoinitiator is one or more compounds, capable of initiating the reaction when subjected to ultraviolet radiation, such as diazonium salts, halonium salts, sulfonium salts, triarylselenonium salts, sulfoxonium salts or some organometallic complexes.
  • the adhesion promoter is an organic compound, which contains at least one silanol group, capable of forming Si-O-Si bonds with the vitreous surface on which it comes into contact. In the case of multiple applications, this compound is only necessary in the application of ink or lower coating, in contact with the Ceramic tile.
  • an inorganic material (0-50%) that acts as a load and that considerably increases the mechanical properties. If this material is of high particle size, the transparency of the coating is severely affected; however, if a material of sufficiently small particle size is used, a transparent coating with optimal mechanical properties can be obtained.
  • these compositions can be mixed with any type of pigment (0-50%) to obtain the desired color characteristics.
  • Ciba SC supplier. Irgacure 250.
  • Ciba SC supplier. Irgacure 184.
  • Ciba SC Supplier. Hydroxycide chlohexyl-phenyl ketone. ( ⁇ -hydroxyketone).
  • Ciba SC Supplier. 2-methyl-l- (4- methylthiophenyl) -2-morpholinopropan-l-one. ( ⁇ -aminoketone).
  • Irgacure 819 Ciba SC supplier.
  • Phenyl-bis (2,4,6-trimethylbenzoyl) -phosphine oxide. (Bis Acil Phosphine (BAPO)).
  • Silane Gamma-aminopropyltrimethoxysilane.
  • - GRAPE Ciba SC supplier.
  • Tinuvin 400 UV absorbing liquid derived from hydroxyphenyltriazine. - HALS.
  • Ciba SC supplier Tinuvin 292.
  • Aminic derivative free radical sequestrant. Dispersant Disperbyk-164. Dissolution of a high molecular weight copolymer. - Deaerating. BYK-141. - Adi ti vo de superfi ci e. BYK-UV 3500.
  • the application of the inks has been done by phonography, gravure and screen printing.
  • the coatings have been applied by curtain. After applying the inks and coatings, they were cured by application of a source of UV radiation, with an intensity of 160 W / cm and at a speed of 15 m / min.
  • the oligomer mixture used in Examples 1-4 consists of two acrylated aliphatic polyurethanes of different molecular weight and with different number of acrylate functions.
  • a difunctional monomer (DPGDA) has been used. The proportions of both oligomers and the monomer have been selected in order to optimize the mechanical and chemical properties of the coating, as well as its viscosity and its adhesion to the substrate.
  • the silane used has provided an acceptable support adhesion, superior to scratch resistance of the coating, so it has not been a problem. It is also possible to use other silanes, if other resins are used in the coating.
  • the photoinitiator system has provided a good cure, both superficial and deep. In examples 1 and 2, corresponding to transparent coatings, the photoinitiator system has been a mixture of ⁇ -hydroxy ketone and ⁇ -amino ketone, while in the colored inks it has been changed to a mixture of indroxyketone and bis-acyl-phosphine (BAPO ), in order to obtain both superficial and deep curing.
  • BAPO bis-acyl-phosphine
  • Example 5 shows a cationic crosslinking composition included among those previously described. The ingredients indicated in each example have been prepared by stirring and are shown in the following table:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Structural Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

Un procédé de décoration de carreaux céramiques, des compositions utilisées dans le procédé et des carreaux céramiques ainsi obtenus. Le procédé consiste à: (a) appliquer une encre ou un revêtement durcissable par exposition à un rayonnement ultraviolet; (b) durcir l'encre ou le revêtement que l'on applique sur le carreau céramique par exposition sur un rayonnement ultraviolet. La composition de l'encre ou revêtement possède une composition sélectionnée entre: (I)(a) un ou plusieurs oligomères durcissables par rayonnement, (b) un ou plusieurs monomères durcissables par rayonnement, (c) un système photoamorceur, (d) un promoteur d'adhésion; (II)(a) un ou plusieurs oligomères durcissables par rayonnement au moyen d'un mécanisme cationique, (b) un polyol, (c) un système auto-amorceur et (d) un promoteur d'adhésion. L'invention trouve une application dans le secteur céramique pour la décoration de carreaux.
PCT/ES2004/000150 2004-04-02 2004-04-02 Procede de decoration de carreaux ceramiques, compositions utilisees dans ce procede et carreaux ceramiques ainsi obtenus WO2005095006A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/ES2004/000150 WO2005095006A1 (fr) 2004-04-02 2004-04-02 Procede de decoration de carreaux ceramiques, compositions utilisees dans ce procede et carreaux ceramiques ainsi obtenus

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/ES2004/000150 WO2005095006A1 (fr) 2004-04-02 2004-04-02 Procede de decoration de carreaux ceramiques, compositions utilisees dans ce procede et carreaux ceramiques ainsi obtenus

Publications (1)

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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1914279A3 (fr) * 2006-10-19 2008-05-07 Seiko Epson Corporation Ensemble de photo à composition d'encre durcissable, et procédé d'enregistrement et enregistrements utilisant l'ensemble de composition d'encre
EP2497647A1 (fr) 2011-02-15 2012-09-12 Bergstein B.V. Procédé de décoration de carreaux de céramique vernis
US8480799B2 (en) 2007-09-18 2013-07-09 Seiko Epson Corporation Inkjet-recording non-aqueous ink composition, inkjet recording method, and recorded matter
US8518169B2 (en) 2007-01-29 2013-08-27 Seiko Epson Corporation Ink set, ink container, inkjet recording method, recording device, and recorded matter
US8523343B2 (en) 2010-01-28 2013-09-03 Seiko Epson Corporation Aqueous ink composition, ink jet recording method, and recorded matter
US8530538B2 (en) 2005-03-29 2013-09-10 Seiko Epson Corporation Ink composition
US8614264B2 (en) 2010-01-28 2013-12-24 Seiko Epson Corporation Aqueous ink composition, ink jet recording method and recorded material
US8673994B2 (en) 2006-11-30 2014-03-18 Seiko Epson Corporation Ink composition, two-pack curing ink composition set, and recording method and recorded matter using these
CN104087055A (zh) * 2014-06-20 2014-10-08 京东方科技集团股份有限公司 一种保护膜材料、显示基板及其制备方法、以及显示面板
US8894197B2 (en) 2007-03-01 2014-11-25 Seiko Epson Corporation Ink set, ink-jet recording method, and recorded material
US9034427B2 (en) 2008-02-29 2015-05-19 Seiko Epson Corporation Method of forming opaque layer, recording process, ink set, ink cartridge, and recording apparatus
CN108838744A (zh) * 2018-06-20 2018-11-20 佛山市东鹏陶瓷有限公司 一种改善抛釉砖表面毛细孔的方法
CN110408300A (zh) * 2018-04-26 2019-11-05 中钞特种防伪科技有限公司 100%固含量的保护性紫外光固化涂料组合物及其涂层和应用
EP4127356A4 (fr) * 2020-03-26 2024-03-20 Dal Tile Llc Procédé de fabrication d'un carreau à bord arrondi et carreau à bord arrondi

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0668332A2 (fr) * 1994-02-22 1995-08-23 Revlon Consumer Products Corporation Compositions d'encre pigmentées, durcissables par irradiation, et procédés pour décorer des articles à l'aide de celles-ci
ES2147066A1 (es) * 1996-11-25 2000-08-16 Keraben S A Titular Al 70 Vehiculos y tintas endurecibles por una radiacion ultravioleta y procedimiento de utilizacion de los mismos en la fabricacion de baldosas ceramicas.

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0668332A2 (fr) * 1994-02-22 1995-08-23 Revlon Consumer Products Corporation Compositions d'encre pigmentées, durcissables par irradiation, et procédés pour décorer des articles à l'aide de celles-ci
ES2147066A1 (es) * 1996-11-25 2000-08-16 Keraben S A Titular Al 70 Vehiculos y tintas endurecibles por una radiacion ultravioleta y procedimiento de utilizacion de los mismos en la fabricacion de baldosas ceramicas.

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8530538B2 (en) 2005-03-29 2013-09-10 Seiko Epson Corporation Ink composition
US7790245B2 (en) 2006-10-19 2010-09-07 Seiko Epson Corporation Photo curable ink composition set, and recording method and recordings employing ink composition set
EP1914279A3 (fr) * 2006-10-19 2008-05-07 Seiko Epson Corporation Ensemble de photo à composition d'encre durcissable, et procédé d'enregistrement et enregistrements utilisant l'ensemble de composition d'encre
US9169410B2 (en) 2006-11-30 2015-10-27 Seiko Epson Corporation Ink composition, two-pack curing ink composition set, and recording method and recorded matter using these
US8673994B2 (en) 2006-11-30 2014-03-18 Seiko Epson Corporation Ink composition, two-pack curing ink composition set, and recording method and recorded matter using these
US9790386B2 (en) 2006-11-30 2017-10-17 Seiko Epson Corporation Ink composition, two-pack curing ink composition set, and recording method and recorded matter using these
US8518169B2 (en) 2007-01-29 2013-08-27 Seiko Epson Corporation Ink set, ink container, inkjet recording method, recording device, and recorded matter
US9616675B2 (en) 2007-03-01 2017-04-11 Seiko Epson Corporation Ink set, ink-jet recording method, and recorded material
US8894197B2 (en) 2007-03-01 2014-11-25 Seiko Epson Corporation Ink set, ink-jet recording method, and recorded material
US8480799B2 (en) 2007-09-18 2013-07-09 Seiko Epson Corporation Inkjet-recording non-aqueous ink composition, inkjet recording method, and recorded matter
US9034427B2 (en) 2008-02-29 2015-05-19 Seiko Epson Corporation Method of forming opaque layer, recording process, ink set, ink cartridge, and recording apparatus
US8614264B2 (en) 2010-01-28 2013-12-24 Seiko Epson Corporation Aqueous ink composition, ink jet recording method and recorded material
US8523343B2 (en) 2010-01-28 2013-09-03 Seiko Epson Corporation Aqueous ink composition, ink jet recording method, and recorded matter
EP2497647A1 (fr) 2011-02-15 2012-09-12 Bergstein B.V. Procédé de décoration de carreaux de céramique vernis
CN104087055A (zh) * 2014-06-20 2014-10-08 京东方科技集团股份有限公司 一种保护膜材料、显示基板及其制备方法、以及显示面板
CN110408300A (zh) * 2018-04-26 2019-11-05 中钞特种防伪科技有限公司 100%固含量的保护性紫外光固化涂料组合物及其涂层和应用
CN110408300B (zh) * 2018-04-26 2021-06-25 中钞特种防伪科技有限公司 100%固含量的保护性紫外光固化涂料组合物及其涂层和应用
CN108838744A (zh) * 2018-06-20 2018-11-20 佛山市东鹏陶瓷有限公司 一种改善抛釉砖表面毛细孔的方法
EP4127356A4 (fr) * 2020-03-26 2024-03-20 Dal Tile Llc Procédé de fabrication d'un carreau à bord arrondi et carreau à bord arrondi

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